Annapolis Labor Day Weekend Boat Rentals

Celebrate the end of summer in style with a memorable Labor Day Weekend cruise on the scenic waters of Annapolis, MD! Gather your friends and family for a festive tiki boat booze cruise, offering a unique way to relax and enjoy the holiday in the sailing capital of the US.

Departing from Nautilus Point Marina, just minutes from downtown, you’ll cruise up Back Creek, around Horn Point, and into the Annapolis Harbor. Take in the iconic sights of the US Naval Academy, Ego Alley, and Eastport as you enjoy a leisurely journey before returning back to the marina.

$45-55/person | 8-16 People | BYOB & BYOF | 1 hr 30 mins

5.0
Based on 107 reviews
powered by Google
Sarah Fraim
20:54 07 Oct 24
Second time as a guest of this company. Professional and nice. Would recommend
liz c
15:00 27 Sep 24
Awesome people run this excursion and make sure you have an awesome time !
Demetrius McClendon
20:28 21 Sep 24
Amazing time. Both the captain and the crew mate were engaging and provided positive vibes. Highly recommended….and will be back during spring
Beatrix Langley
13:59 17 Sep 24
We had an excellent time on the Tilk cruise. The crew was fun and engaging, the sites and scenery were amazing. I highly recommend booking this cruise for your next gathering
Kseniya Scurto
20:18 15 Sep 24
It’s was an awesome experience for my best friend’s bachelorette party! We all had a blast on the tiki boat!
Anthony Booth
18:15 13 Sep 24
Had an awesome time cruising Annapolis!
Ramona Burton
12:18 09 Sep 24
We had an amazing time celebrating on the tiki boat. The crew was so friendly and lots of fun. I love that we were able to bring our own food and drinks aboard. I highly recommend this for any celebration or just a fun night out with friends.
S Calloway
22:12 07 Sep 24
EPIC…from beginning to end! Thanks for making my birthday amazing!! Everyone enjoyed the evening….we will def be back!
Mitch Lemuiex
16:15 06 Sep 24
Great time! Easy sailing, great captains!!
Joshua Mcelroy
03:59 06 Sep 24
Was a great little trip, smooth ride, decent amount of time but the people really bring it all together.
Dan Rickenbach
18:05 04 Sep 24
This was a great way for a dozen of us friends to spend an afternoon. The host team is very chill and let us just have a good time! The views all around Annapolis don’t hurt either. We all said we should do it again and often!
Nancy Jones
22:28 28 Aug 24
The crew was very accommodating and have us a wonderful trip and Annapolis. Forgot how beautiful our city is from the water. They did a fabulous job.
Sharema Williams
22:03 27 Aug 24
A time was had‼️ we will highly recommend. Mike and his co captain was amazing
Tom Dagenais
22:03 26 Aug 24
Loved our experience. 5 stars all the way. We’ll be doing this again.
Leslie Durakis
14:56 22 Aug 24
We had a great time out on the water with our customers yesterday. It was the prefect day cruising the Annapolis area. The staff was very kind, informative on landmarks, and enjoyable to be around. I highly recommend taking the trip!
Julie Cole
13:06 22 Aug 24
Girls working our boat were great! Fun and very informative, we had a great time!
Andrew Snowdon
21:09 20 Aug 24
We did a cruise for my wife’s birthday one evening, and it was terrific. Everyone was from Annapolis, but it was fun playing tourist and going through Spa Creek and Ego Alley on a party boat. Crew was fun and professional. Great evening.
Morgan Denhard
12:34 19 Aug 24
We had a wonderful time on the tiki boat cruise- highlight of the bachelorette weekend!!
George Coromilas
12:58 13 Aug 24
Awesome time! Took a lovely cruise around Annapolis with some family and friends. Brought our own food, drink and music. We all had a lot of fun. The staff was outstanding. Highly recommend.
Gina Gary
13:58 08 Aug 24
Naptown Tiki Club helped us bring in our friends 51st BDay with a beautiful night cruise. Lovely way to see the Annapolis Harbor.
js_loader


Annapolis Labor Day Weekend Boat Rentals and Party Cruises

Our private boat charters are perfect for groups of 8 to 16, making them ideal for both intimate outings and lively celebrations. Bring your favorite beer, wine, champagne, hard seltzer, and canned cocktails—our party boats are BYOB! We’ll provide you with complimentary coolers to keep your drinks nice and cold.

Pair your beverages with your favorite homemade snacks or takeout meals, as all cruises are also BYO Food! Imagine cruising past Annapolis’s historic landmarks, enjoying your favorite playlist on our Bluetooth speakers, and soaking up the last rays of summer with your loved ones.

Spaces for our Labor Day Weekend cruises are limited and fill up quickly. Secure your spot today and make this holiday weekend one to remember with a fun-filled celebration on the water in Annapolis!